75519-88-9

Upstream product

• 59624-45-2 3-acetyl-2-methoxy-5-phenylfuran 
• 75519-85-6 5-methoxycarbonyl-4-methyl-1-phenyl-2,3,7-trioxabicyclo<2.2.1>hept-5-ene 
• 75519-85-6 endo-(methyl 2,5-epidioxy-2,5-dihydro-2-methyl-5-phenylfuran-3-carboxylate) 
• 1129-37-9 4-nitrobenzaldehyde oxime 
• 75519-87-8 methyl (E)-2-acetyl-3-benzoylacrylate 

Relevant academic research and scientific papers

Trapping reactions of 1-methoxyfuran endo-peroxides with 4-nitrobenzaldehyde oxime. Regio- and stereoselective synthesis of the first oxime O- ethers

The synthesis of the title compounds by dye-sensitized photooxygenation of 2-methoxyfurans in the presence of 4-nitrobenzaldehyde oxime is described. The crystal structure determination of a derivative is also reported.

Photosensitized oxidation of furans; Part 18: A simple method for a one-pot synthesis of functionalized methyl cis-4-oxoalk-2-enoates

Functionalized methyl cis-4-oxoalk-2-enoates 2 are synthesized in a one-pot procedure by singlet oxygen oxygenation of the corresponding 2-methoxyfurans 1 in methanol and reduction of the resulting hydroperoxides 4 and 5 by the sulfides 6 which are selectively oxidized into the sulfoxides 7. The synthetic method has a wide range of applicability and affords compounds 2 stereoselectively and in good yields; concomitantly the sulfoxides 7 are obtained in excellent yields.

Photosensitized Oxidation of Furans. Part 13. Trapping Reactions of the Carbonyl Oxides Obtained from Some 2-Methoxy-5-phenylfurans

The dye-sensitized photo-oxygenation in methanol of the 2-methoxy-5-phenylfurans (1a-c), unsubstituted at C-4 with electron-withdrawing groups, leads to the hemiperacetals (4a-c).The reaction provides the first incontrovertible evidence for carbonyl oxide

Photochemical and Chemical Behaviour of 2,5-Hydroperoxyhydroxy-2,5-dihydrofurans

From hydroxyhydroperoxides II and III a new bicyclic system, namely the 5,6-dioxabicyclohexane VII is obtained by photolysis or by protic acids.Epimer epoxides IV and XI are obtained on reaction with triethylamine.

Photosensitized Oxidation of Furans. III. Comparison Between Photochemically and Thermally Generated Singlet Oxygen Oxidation of 3-Methoxycarbonyl-2-methyl-5-phenylfuran

Thermal conversion of furan endo-peroxide I, obtained by photosensitized oxidation of furan II, yields very similar results to those of the oxidation of the furan II by thermally generated singlet oxygen, showing that also in the latter case the endo-peroxide I is the key intermediate.A mechanistic interpretation of the furan II-singlet oxygen reaction is reported.

Photosensitized Oxidation of Furans. Part 2. Comparison between Triplet and Singlet Molecular Oxygen Oxidation of Methyl 2-Methyl-5-phenylfuran-3-carboxylate

Unsensitized photo-oxidation of the furan (1) yields acrylate (4) as the major product.This reaction and that with singlet oxygen proceed through completely independent routes.Oxidation of (1) by triplet oxygen has also been studied using AIBN as a free-radical initiator; in addition to (4) the product (12), incorporating the isobutyronitrile radicals, was formed.